Port of Spain
A 2015 fire destroyed its original hallowed location in St James, but Smokey & Bunty has risen from the ashes on Ariapita Ave, and still has much of its…
Port of Spain
A 2015 fire destroyed its original hallowed location in St James, but Smokey & Bunty has risen from the ashes on Ariapita Ave, and still has much of its…
St-Martin & Sint Maarten
This boisterous beach bar is a fun pit stop for booze-fueled afternoons but also has a full menu of crowd-pleasing burgers, pizza, pasta, steaks, ribs and…
Aruba
Sip and been seen at this trendy coffee bar by day, swanky cocktail lounge by night. Coffee options include cold brew and hand-pulled espresso, and there…
Trinidad
Located in an actual cave, this frenetic disco heats up (literally – there's little air circulation down there) around midnight. Entry includes one drink;…
Vedado
Below the Teatro Nacional de Cuba (side entrance), this hip disco offers live salsa music and dancing as well as bar snacks and food. It has earned a…
Aruba
You can watch the massive cruise ships glide in and out from a colorful adirondack bar stool at this touristy yet fun restaurant. There's a daily happy…
Puerto Rico
El Garabato is more of a typical pub than a club. Here students swing by for a quick one between classes or stop to play dominoes with the regulars. Its…
Habana Vieja
Havana's original microbrewery occupies a boisterous corner of Plaza Vieja and sells smooth, cold, homemade beer at sturdy wooden benches set up outside…
St-Martin & Sint Maarten
The post-Irma incarnation of this long-running beach bar exudes a relaxed yet elegant vibe. Savor tropical drinks and Caribbean-French bites like snapper…
Port of Spain
The current epicentre of Port of Spain's club scene, this lavish Oriental-themed nightspot attracts the cream of Trinidad's DJs and a very chic crowd, who…
St-Barthélemy
Many a band has whipped patrons into a dancing and clapping frenzy at Baz Bar, a wood-shingled harborside hangout in business since 1999. When there's no…
Rincón
It's not that the Beach House doesn't do food; it's that everything about its vibe and layout shouts 'drink.' It's an upmarket surfers' hangout, open to…
San Juan
Inside the El San Juan Hotel, this club gets packed with beautiful people. A mix of hip-hop, Latin and international sounds fills the small, two-level…
St-Martin & Sint Maarten
Painted in Rastafarian reds, greens and yellows, Kali's has hammocks strung between coconut palms. Renowned island-wide for potent rum punches (some using…
Nassau
The bar staff are dressed as buccaneers and the tap handles are pistols but you come to Pirate Republic, the Bahamas first craft brewery, more to sample…
Cienfuegos
Cafe, souvenir stall and nightly music venue, this small space wedged between the Teatro Tomás Terry and the neoclassical Colegio San Lorenzo is the most…
Santiago de Cuba
You know Cuba is changing when you find an actual warehouse-style brewpub filled with locals quaffing pints brewed on-site. The four beers at this noisy,…
Villa Clara Province
With a gravitational pull on Remedios' scattering of tourists, El Louvre is, so locals proclaim, the oldest bar in the country, in continuous service…
Ocho Rios
With its prime spot on the pier, it’s little surprise that Ocean's 11 is popular with cruise-ship passengers, who knock back cocktails by the bucket…
Habana Vieja
An offshoot of the hip Miramar bar, Espacios inhabits a smaller abode in Habana Vieja but, like its bigger sibling, adorns its walls with eye-widening…
St Vincent & the Grenadines
Fabulously chic for grubby downtown Kingstown, Flow is a dimly lit top-floor bar with sofas to spare, a chilled soundtrack and an extensive selection of…
Port-au-Prince & Around
The rooftop lounge at Karibe Hôtel is unquestionably Pétionville's most fabulous venue to throw back a few cocktails and snap a selfie for the 'gram –…
US Virgin Islands
This low-lit beer house with exposed stone walls and a horseshoe-shaped mahogany bar is almost like a speakeasy on the back end of the Billabong store…
Saba
Part of Tropics Cafe, this lively bar is a fun post-dive or hike hangout. Happy hour (4pm to 6pm) brings two-for-one beers and is best on Fridays. On…
Varadero
In recent years, Varadero has sprouted a copy of Hemingway's favorite Havana dive bar, aka La Bodeguita del Medio, a cool place where musicians strum in…
Punta Cana & the Southeast
A favourite of local expats who thought tourists would never find it. Think again! Tucked away in a residential neighborhood less than five minutes' walk…
St John
This minimum-footprint pop-up village has a beach shop, a food truck, water sports, cornhole (a lawn game) and colorful picnic chairs, all set amid a…
Barbados
This spacious bar is popular with both locals and visitors and plays a somewhat frustrating mix of good dancehall and bad pop. There's an air-con dance…
Bávaro & Punta Cana
If you'd like to avoid gaggles of tourists, head straight to Drink Point at the corner of Av España and Av Francia, where Dominicans pack in nightly. The…
Barbados
Hang out with a bunch of charming old gents at Mr Bradshaw's no-nonsense waterside bar in the small village of Six Men Bay. It's little more than a zinc…
Roseau
This genteel bar at the Fort Young Hotel is a popular spot to ring in the weekend during Friday's 'Cocktails and Conversations' event with live music. It…
Varadero
In the Miami-esque Marina Gaviota at the eastern end of the peninsula, you get a Miami-esque cafe. The Isabelica tries to impress Starbucks-starved…
Santa Clara
The Santa Rosalia styles itself as a state-run complejo (complex); there's a restaurant, a bar and a music venue on-site. We're recommending it for the…
Santo Domingo
Dozens of imported craft beers from around the world, including a good representation of Belgian and German ones served up – slowly, when busy – on the…
Anguilla
The beer is ice-cold, the margaritas are strong and the rum punch is laced with amaretto at Elvis' salty beach bar, which also has a feisty menu of…
St Vincent & the Grenadines
Located right on the sands within the boundaries of the high-end Sandy Lane Yacht Club, Shenanigans is the place to go to rub shoulders with ultra wealthy…
Jimmy Buffett’s Margaritaville
Negril
The home of the 'cheeseburger in paradise,' Jimmy Buffett’s sustains a spring-break vibe all year long, although it has a bit of a forlorn air on slow…
St-Barthélemy
A resident DJ and international guests spin a mix of EDM, reggae, funk and other danceable sounds until the wee hours beneath vaulted dark timber-beamed…
Kukara Macara Country Bar & Restaurant
Santiago
Customers enter through old saloon doors and are welcomed by servers dressed like cowgirls and cowboys at this kitschy but fun western-themed restaurant …
Providenciales
Provo's favorite drinking den has an English pub feel inside and a sprawling roadside terrace at the front. There's a menu littered with hearty, calorific…